Sorry for my stupidity, I managed to get it working.
I got the following:
tcpdump -nni 0.0:nnp host 10.205.1.106 and host 10.110.64.155 and port 8443
tcpdump: verbose output suppressed, use -v or -vv for full protocol decode
listening on 0.0:nnp, link-type EN10MB (Ethernet), capture size 65535 bytes
16:25:30.986824 IP 10.205.1.106.55733 > 10.110.64.155.8443: Flags [S], seq 3607107882, win 4140, options [mss 1380,sackOK,eol], length 0 out slot1/tmm0 lis=/Common/VS-AZURE1-TT port=1.2 trunk= flowtype=128 flowid=400001593C00 peerid=400001593B00 conflags=4000024 inslot=63 inport=23 haunit=1 priority=3
16:25:33.986178 IP 10.205.1.106.55733 > 10.110.64.155.8443: Flags [S], seq 3607107882, win 4140, options [mss 1380,sackOK,eol], length 0 out slot1/tmm0 lis=/Common/VS-AZURE1-TT port=1.2 trunk= flowtype=128 flowid=400001593C00 peerid=400001593B00 conflags=4000024 inslot=63 inport=23 haunit=1 priority=3
16:25:36.986029 IP 10.205.1.106.55733 > 10.110.64.155.8443: Flags [S], seq 3607107882, win 4140, options [mss 1380,sackOK,eol], length 0 out slot1/tmm0 lis=/Common/VS-AZURE1-TT port=1.2 trunk= flowtype=128 flowid=400001593C00 peerid=400001593B00 conflags=4000024 inslot=63 inport=23 haunit=1 priority=3
16:25:39.985971 IP 10.205.1.106.55733 > 10.110.64.155.8443: Flags [S], seq 3607107882, win 4140, options [mss 1380,sackOK,eol], length 0 out slot1/tmm0 lis=/Common/VS-AZURE1-TT port=1.2 trunk= flowtype=128 flowid=400001593C00 peerid=400001593B00 conflags=4000024 inslot=63 inport=23 haunit=1 priority=3
16:25:42.986437 IP 10.205.1.106.55733 > 10.110.64.155.8443: Flags [R.], seq 3607107883, ack 0, win 0, length 0 out slot1/tmm0 lis=/Common/VS-AZURE1-TT port=1.2 trunk= flowtype=128 flowid=400001593C00 peerid=0 conflags=4800024 inslot=63 inport=23 haunit=1 priority=3 rst_cause="[0x2f12c21:14654] TCP retransmit timeout"
16:25:42.986521 IP 10.205.1.113.443 > 10.110.2.13.55733: Flags [R.], seq 2881807635, ack 2784234891, win 0, length 0 out slot1/tmm0 lis=/Common/VS-AZURE1-TT port=1.2 trunk= flowtype=64 flowid=400001593B00 peerid=0 conflags=4800024 inslot=63 inport=23 haunit=1 priority=3 rst_cause="[0x2f12c21:14654] {peer} TCP retransmit timeout"
Does anything here scream where the issue is here?